Sodium Hydroxide → HCID 22267305, compound

HRID 275693Notes

Reaction equation

HRID 275693 reaction equation
[CH3:1][N:2]1[CH:7]=[C:6](O)[C:5]2=[CH:9][CH:10]=[CH:11][N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=3)[C:4]2=[N:3]1.[OH-].[Na+].P(Cl)(Cl)([Cl:25])=O>>[CH3:1][N:2]1[CH:7]=[C:6]([Cl:25])[C:5]2=[CH:9][CH:10]=[CH:11][N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=3)[C:4]2=[N:3]1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 22267306HCID 22267306, compound

Product 1

HCID 22267305HCID 22267305, compound

Procedure

Reflux a mixture of 2-methyl-4-hydroxy-8-(3,4-dichlorophenyl)pyrido[2,3-c]pyridazine (3) (3.0 g, 10 mmol) in phosphorous oxychloride (10 mL) for 2 hrs. Cool the reaction mixture, pour onto cracked ice and neutralize the solution with 1N NaOH. Extract the solution with ethyl acetate (2×100 mL) and wash the combined organic layers with brine. Dry the solution (Na2SO4) and evaporate in vacuo to obtain 4.

Workup

  1. temperatureReflux
  2. temperatureCool the reaction mixture
  3. additionpour
  4. extractionExtract the solution with ethyl acetate (2×100 mL)
  5. washwash the combined organic layers with brine
  6. dry with materialDry the solution (Na2SO4)
  7. customevaporate in vacuo
  8. customto obtain 4

Sources & evidence

ORD record
ord-6b2797b523694f52920cfc186e799eb9
Source dataset
uspto-grants-2002_03
Patent number
US06352990B1

Reaction notes

Loading…